Hydrogel having a silicon-based crosslinker for biosensors and electrodes

• US 5,596,038 A
• Filed: 05/16/1994
• Issued: 01/21/1997
• Est. Priority Date: 05/16/1994
• Status: Expired due to Fees

• Current Assignee: Physiometrix, Inc. (Pfizer Inc.)
• Original Assignee: Physiometrix, Inc. (Pfizer Inc.)
• Inventors: Subramaniam, Raj
• Primary Examiner(s): HENDERSON JR, CHRISTOPHER A
• Application Number:
  US08/243,230
• Time in Patent Office: 981 Days
• Field of Search: 524/547, 524/806, 524/388
• US Class Current: 524/547
• CPC Class Codes: C08F 230/08 containing silicon
• CPC Class Codes: C08F 291/00 Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00

Abstract

The invention provides novel organic polymer hydrogels comprising oligo(polyhydroxylalkyl)silylmethacrylate, particularly tetraethylene glycol α-ω bis(dimethoxysilylpropylmethacrylate), crosslinkers for use in constructing organic polymers, especially polyacrylates, particularly polyacrylamides. A preferred class of polymers are particularly suited to coating biomedical electrodes and sensors. Generally, these polymers are formed from a solution of 2-50% (w/v) monomer and 0.1-20% (w/v) crosslinker and 20-98% (w/v) an electrically conductive solution of a salt in water or a water-miscible solvent. These usually acrylic polymers generally have bulk resistivity of less than 1000 Ohms at 1 kHz, tack of between 20 and 150 g, hardness between 100 g and 500 g, 10 to 70% stress relaxation, thermal stability over a -40° to 70° C. range, structural stability to saturating salt concentrations, and are capable of between 150 and 1500% elongation. Coatings of these polymers are chemically compatible with Al, Sn, Ag and Au conductors in biomedical electrodes and sensors.

Claims

1. An organic polymer comprising a crosslinker comprising the general formula:

##STR4## wherein each of R1-R9 comprises a one to four carbon alkyl group or hydrogen and each of n1-n4 is an integer from one to five, inclusive, wherein at least one R1-R9 alkyl group comprises an amine, hydroxyl, or carboxyl group.

2. An organic polymer comprising a crosslinker comprising the general formula:

##STR5## wherein each of R1-R9 comprises a one to four carbon alkyl group or hydrogen and each of n1-n4 is an integer from one to five, inclusive, wherein R1, R3, R4, R6, R7 and R8 are each methyl groups, R2, R5 and R8 are each hydrogens, n1 and n4 are each three, n2 is two, and n3 is four.

3. An organic polymer comprising a crosslinker comprising the general formula;

##STR6## wherein each of R1-R9 comprises a one to four carbon alkyl group or hydrogen and each of n1-n4 is an integer from one to five, inclusive, wherein said polymer is polyacrylamide.

4. An organic polymer comprising a crosslinker comprising the general formula:

##STR7## wherein each of R1-R9 comprises a one to four carbon alkyl group or hydrogen and each of n1-n4 is an integer from one to five, inclusive, comprising 2-50% (w/v) acrylamide and 0.1-20% (w/v) crosslinker.

5. An organic polymer comprising a crosslinker having the general formula:

##STR8## wherein each of R1-R9 comprises a one to four carbon alkyl group or hydrogen and each of n1-n4 is an integer from one to five, inclusive, and comprising 10-30% acrylamide (w/v), 0.5-5% (w/v) said crosslinker and 65-90% (w/v) an electrically conductive solution of a salt in water and/or a water-miscible solvent.

6. An organic polymer according to claim 5 wherein at least one R1-R9 alkyl group comprises an amine, hydroxyl, or carboxyl group.

7. An organic polymer according to claim 5, wherein R1, R3, R4, R6, R7 and R9 are each methyl groups, R2, R5 and R8 are each hydrogens, n1 and n4 are each three, n2 is two, and n3 is four.

8. An organic polymer according to claim 5, wherein said crosslinker is at least 0.1% (w/v) soluble in water.

9. A substantially homogeneous electrically conductive hydrogel formed by thermal or photo induced free radical polymerization of precursor comprising a water soluble unsaturated substituted amide or acid monomer, multifunctional crosslinker comprising the general formula:

##STR9## wherein each of R1-R9 comprises a one to four carbon alkyl group or hydrogen and each of n1-n4 is an integer from one to five, inclusive, polymerization initiator and electrically conducting solution comprising 10 to 95% by weight water miscible polar solvent and 1 to 10% by weight salt.

10. An organic polymer according to claim 9, wherein at least one R1-R9 alkyl group comprises an amine, hydroxyl, or carboxyl group.

11. An organic polymer according to claim 9, wherein R1, R3, R4, R6, R7 and R9 are each methyl groups, R2, R5 and R8 are each hydrogens, n1 and n4 are each three, n2 is two, and n3 is four.

12. An organic polymer according to claim 9, wherein said crosslinker is at least 0.1% (w/v) soluble in water.